diff --git a/generators/server/__snapshots__/generator.spec.mjs.snap b/generators/server/__snapshots__/generator.spec.mjs.snap
index 50067119..762fada5 100644
--- a/generators/server/__snapshots__/generator.spec.mjs.snap
+++ b/generators/server/__snapshots__/generator.spec.mjs.snap
@@ -299,6 +299,12 @@ Object {
   "src/main/resources/.h2.server.properties": Object {
     "stateCleared": "modified",
   },
+  "src/main/resources/META-INF/native-image/jwt/reflect-config.json": Object {
+    "stateCleared": "modified",
+  },
+  "src/main/resources/META-INF/native-image/jwt/resource-config.json": Object {
+    "stateCleared": "modified",
+  },
   "src/main/resources/META-INF/native-image/liquibase/reflect-config.json": Object {
     "stateCleared": "modified",
   },
diff --git a/generators/server/generator.mjs b/generators/server/generator.mjs
index de9955c1..9c68fb31 100644
--- a/generators/server/generator.mjs
+++ b/generators/server/generator.mjs
@@ -262,6 +262,18 @@ logging:
         );
       },
 
+      async jwt({ application: { authenticationTypeOauth2 } }) {
+        if (authenticationTypeOauth2) return;
+        await this.copyTemplate(
+          'src/main/resources/META-INF/native-image/jwt/reflect-config.json',
+          'src/main/resources/META-INF/native-image/jwt/reflect-config.json'
+        );
+        await this.copyTemplate(
+          'src/main/resources/META-INF/native-image/jwt/resource-config.json',
+          'src/main/resources/META-INF/native-image/jwt/resource-config.json'
+        );
+      },
+
       async liquibase({ application: { databaseTypeSql } }) {
         if (!databaseTypeSql) return;
         await this.copyTemplate(
diff --git a/generators/server/templates/src/main/resources/META-INF/native-image/jwt/reflect-config.json b/generators/server/templates/src/main/resources/META-INF/native-image/jwt/reflect-config.json
new file mode 100644
index 00000000..88ef51fc
--- /dev/null
+++ b/generators/server/templates/src/main/resources/META-INF/native-image/jwt/reflect-config.json
@@ -0,0 +1,38 @@
+[
+  {
+    "name": "io.jsonwebtoken.impl.compression.GzipCompressionCodec",
+    "methods": [
+      {
+        "name": "<init>",
+        "parameterTypes": []
+      }
+    ]
+  },
+  {
+    "name": "io.jsonwebtoken.impl.compression.DeflateCompressionCodec",
+    "methods": [
+      {
+        "name": "<init>",
+        "parameterTypes": []
+      }
+    ]
+  },
+  {
+    "name": "io.jsonwebtoken.impl.DefaultJwtParserBuilder",
+    "methods": [
+      {
+        "name": "<init>",
+        "parameterTypes": []
+      }
+    ]
+  },
+  {
+    "name": "io.jsonwebtoken.impl.DefaultJwtBuilder",
+    "methods": [
+      {
+        "name": "<init>",
+        "parameterTypes": []
+      }
+    ]
+  }
+]
diff --git a/generators/server/templates/src/main/resources/META-INF/native-image/jwt/resource-config.json b/generators/server/templates/src/main/resources/META-INF/native-image/jwt/resource-config.json
new file mode 100644
index 00000000..4097a33f
--- /dev/null
+++ b/generators/server/templates/src/main/resources/META-INF/native-image/jwt/resource-config.json
@@ -0,0 +1,13 @@
+{
+  "resources": [
+    {
+      "pattern": "META-INF/services/io.jsonwebtoken.CompressionCodec"
+    },
+    {
+      "pattern": "META-INF/services/io.jsonwebtoken.io.Deserializer"
+    },
+    {
+      "pattern": "META-INF/services/io.jsonwebtoken.io.Serializer"
+    }
+  ]
+}
diff --git a/test-integration/samples/postgresql-mvc-jwt.jdl b/test-integration/samples/postgresql-mvc-jwt.jdl
new file mode 100644
index 00000000..38c87273
--- /dev/null
+++ b/test-integration/samples/postgresql-mvc-jwt.jdl
@@ -0,0 +1,36 @@
+application {
+  config {
+    applicationType monolith
+    cacheProvider no
+    creationTimestamp 1632872179205
+    devDatabaseType h2Disk
+    enableHibernateCache false
+    enableTranslation false
+    testFrameworks [cypress]
+  }
+
+  entities Blog, Post, Tag
+}
+
+entity Blog {
+  name String required minlength(3)
+  handle String required minlength(2)
+}
+
+entity Post {
+  title String required
+  content TextBlob required
+  date Instant required
+}
+
+entity Tag {
+  name String required minlength(2)
+}
+
+relationship ManyToOne {
+  Post{blog(name)} to Blog
+}
+
+relationship ManyToMany {
+  Post{tag(name)} to Tag{entry}
+}
diff --git a/test-integration/samples/postgresql-webflux-jwt.jdl b/test-integration/samples/postgresql-webflux-jwt.jdl
new file mode 100644
index 00000000..b19b5662
--- /dev/null
+++ b/test-integration/samples/postgresql-webflux-jwt.jdl
@@ -0,0 +1,35 @@
+application {
+  config {
+    applicationType monolith
+    authenticationType oauth2
+    creationTimestamp 1632872179205
+    reactive true
+    enableTranslation false
+    testFrameworks [cypress]
+  }
+
+  entities Blog, Post, Tag
+}
+
+entity Blog {
+  name String required minlength(3)
+  handle String required minlength(2)
+}
+
+entity Post {
+  title String required
+  content TextBlob required
+  date Instant required
+}
+
+entity Tag {
+  name String required minlength(2)
+}
+
+relationship ManyToOne {
+  Post{blog(name)} to Blog
+}
+
+relationship ManyToMany {
+  Post{tag(name)} to Tag{entry}
+}